THE SYNTHESIS AND STRUCTURE OF P(III)-PHOSPHORYLATED 2-AMINOPYRROLINES

Abstract

A series of derivatives of 2-aminopyrroline (2-iminopyrrolidine) and neopentylene-, pyrocatecholphosphorous and diisopropylphosphinous acids 5, 11-13, 17, 19 has been synthesized. It was established that P(III)-phosphorylated 2-aminopyrrolines have different structures depending on nature of substituent at the exocyclic N atom: with R[dbnd]Me phosphite 11 is preferably in aminopyrroline form A, with R[dbnd]Ph phosphite 17 is in the iminopyrrolidine form B. The structure of the obtained compounds was studied by means of ¹H, ¹³C, ¹⁵N and ³¹P NMR spectroscopy.

Key Words:

• 2-Aminopyrroline
• 2-iminopyrrolidine
• tautomeric equilibrium
• phosphorylation
• exocyclic
• endocyclic.